CA2036618A1 - Fused thiophene derivatives, their production and use - Google Patents

Fused thiophene derivatives, their production and use

Info

Publication number
CA2036618A1
CA2036618A1 CA002036618A CA2036618A CA2036618A1 CA 2036618 A1 CA2036618 A1 CA 2036618A1 CA 002036618 A CA002036618 A CA 002036618A CA 2036618 A CA2036618 A CA 2036618A CA 2036618 A1 CA2036618 A1 CA 2036618A1
Authority
CA
Canada
Prior art keywords
halogen
optionally substituted
see formula
thiophene derivatives
fused thiophene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002036618A
Other languages
French (fr)
Other versions
CA2036618C (en
Inventor
Akira Morimoto
Kohei Nishikawa
Takehiko Naka
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takeda Pharmaceutical Co Ltd
Original Assignee
Takeda Chemical Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Publication of CA2036618A1 publication Critical patent/CA2036618A1/en
Application granted granted Critical
Publication of CA2036618C publication Critical patent/CA2036618C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

Novel fused thiophene derivatives of the formula (I):
(see formula I) wherein W is (see formula II) or (see formula III) R1 and R2 are each. H, halogen, cyano, nitro, acylamino, or a hydrocarbon residue; R3 is H, optionally substituted alkyl or alkenyl, or -COD wherein D is H, alkoxy, hydroxy, halogen, or optionally substituted amino; R4 is H, halogen or nitro;
R5 is a residue capable of forming or convertible into an anion; R6 is H or optionally substituted alkyl or alkenyl; R7 is a hydrocarbon residue; A is a bond or a spacer; and n is 1 or 2; have potent angiotensin II antagonist activity and antihypertensive activity, thus being useful as therapeutic agents for treating circulatory system diseases.
CA002036618A 1990-02-22 1991-02-19 Fused thiophene derivatives, their production and use Expired - Fee Related CA2036618C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP042125-1990 1990-02-22
JP4212590 1990-02-22
JP003958-1991 1991-01-17
JP395891 1991-01-17

Publications (2)

Publication Number Publication Date
CA2036618A1 true CA2036618A1 (en) 1991-08-23
CA2036618C CA2036618C (en) 2002-10-29

Family

ID=26337635

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002036618A Expired - Fee Related CA2036618C (en) 1990-02-22 1991-02-19 Fused thiophene derivatives, their production and use

Country Status (4)

Country Link
EP (1) EP0443568B1 (en)
AT (1) ATE139233T1 (en)
CA (1) CA2036618C (en)
DE (1) DE69120100T2 (en)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5223501A (en) * 1991-05-10 1993-06-29 Merck & Co., Inc. Substituted pyrimidinones bearing acidic functional groups as angiotensin ii antagonists
WO1993003040A1 (en) * 1991-08-05 1993-02-18 Taisho Pharmaceutical Co., Ltd. Thienopyrimidin-4-one derivative
US5187168A (en) * 1991-10-24 1993-02-16 American Home Products Corporation Substituted quinazolines as angiotensin II antagonists
US5674883A (en) * 1992-02-07 1997-10-07 Roussel Uclaf Derivatives of pyridone, their preparation process, the new intermediates obtained, their use as medicaments and the pharmaceutical compositions containing them
FR2687674B1 (en) * 1992-02-07 1995-05-19 Roussel Uclaf NEW PYRIDONE DERIVATIVES, THEIR PREPARATION PROCESS, THE NEW INTERMEDIATES OBTAINED, THEIR APPLICATION AS MEDICAMENTS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
US5610301A (en) * 1993-07-01 1997-03-11 American Cyanamid Company Process for the regioselective n-alkylation of quinazolinones
US6140325A (en) * 1993-08-19 2000-10-31 Takeda Chemical Industries, Ltd. Thienopyrimidine derivatives, their production and use
TW276256B (en) * 1993-08-26 1996-05-21 Takeda Pharm Industry Co Ltd
TW449600B (en) * 1994-04-19 2001-08-11 Takeda Chemical Industries Ltd Condensed-ring thiophene derivatives, their production and use
UY23948A1 (en) * 1995-02-08 2001-10-25 Takeda Chemical Industries Ltd DERIVATIVES FROM THYPHENE CONDENSED RINGS, THEIR PRODUCTION AND USE.
RU2158739C2 (en) * 1995-02-08 2000-11-10 Такеда Кемикал Индастриз, Лтд. Thienopyrimidine compounds, method of preparation thereof, and pharmaceutical composition
CA2229205A1 (en) * 1995-10-19 1997-04-24 Shuichi Furuya Thienopyridine derivatives, their productions and use
ATE221534T1 (en) * 1995-12-08 2002-08-15 Takeda Chemical Industries Ltd INHIBITORS OF PROLACTIN SYNTHESIS
US6001850A (en) * 1996-04-26 1999-12-14 Takeda Chemical Industries, Ltd. Thienopyridine derivatives, their production and use
EE200000499A (en) 1998-03-04 2002-02-15 Takeda Chemical Industries, Ltd. Prolonged-release preparation with angiotensin II antagonist activity, method of preparation and use
CN1347417A (en) * 1999-03-09 2002-05-01 法玛西雅厄普约翰美国公司 4-oxo-4,7-dihydro-thieno [2,3-b] pyridine-5-carboxamides as antiviral agent
SE9903028D0 (en) 1999-08-27 1999-08-27 Astra Ab New use
WO2003020728A1 (en) 2001-08-30 2003-03-13 Pharmacia & Upjohn Company 4-THIOXO-4,7-DIHYDRO-THIENO[2,3-b]PYRIDINE-5-CARBOTHIOAMIDES AS ANTIVIRAL AGENTS
EP1421089A1 (en) 2001-08-30 2004-05-26 Pharmacia & Upjohn Company 4-THIOXO-4,7-DIHYDRO-THIENO 2,3-b]PYRIDINE-5-CARBOXAMIDES AS ANTIVIRAL AGENTS
AR038117A1 (en) 2002-01-14 2004-12-29 Upjohn Co ANTIVIRAL AGENTS DERIVED FROM 4- OXO-4,7 -DIHYDROFIDE [2,3-B] PIRIDIN-5-CARBOXAMIDA
AR038294A1 (en) 2002-01-14 2005-01-12 Upjohn Co OXOTIENE (3,2-B) PYRIDINCARBOXAMIDS AS ANTIVIRAL AGENTS
AR038118A1 (en) 2002-01-14 2004-12-29 Upjohn Co COMPOUNDS DERIVED FROM ACID BENCINAMIDE 7-OXO-4,7-DIHIDROTIEN [2,3-B [PIRIDIN-6-CARBOXYLIC 3-REPLACED WHICH ARE USEFUL AS ANTIVIRAL
US6831081B2 (en) 2002-09-04 2004-12-14 Pharmacia & Upjohn 4-Oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamides as antiviral agents
AU2008261102B2 (en) 2007-06-04 2013-11-28 Bausch Health Ireland Limited Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
US8969514B2 (en) 2007-06-04 2015-03-03 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases
JP2011522828A (en) 2008-06-04 2011-08-04 シナジー ファーマシューティカルズ インコーポレイテッド Guanylate cyclase agonists useful for the treatment of gastrointestinal disorders, inflammation, cancer, and other disorders
WO2010009319A2 (en) 2008-07-16 2010-01-21 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal, inflammation, cancer and other disorders
US9616097B2 (en) 2010-09-15 2017-04-11 Synergy Pharmaceuticals, Inc. Formulations of guanylate cyclase C agonists and methods of use
EP2970384A1 (en) 2013-03-15 2016-01-20 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase and their uses
HK1220611A1 (en) 2013-03-15 2017-05-12 Bausch Health Ireland Limited Compositions useful for the treatment of gastrointestinal disorders
CN113388007A (en) 2013-06-05 2021-09-14 博士医疗爱尔兰有限公司 Ultra-pure agonists of guanylate cyclase C, methods of making and using the same

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4670560A (en) * 1986-04-28 1987-06-02 Ortho Pharmaceutical Corporation Thienopyrimidine-2,4-dione derivatives and intermediates thereof
US4880804A (en) * 1988-01-07 1989-11-14 E. I. Du Pont De Nemours And Company Angiotensin II receptor blocking benzimidazoles
US5015651A (en) * 1988-01-07 1991-05-14 E. I. Du Pont De Nemours And Company Treatment of hypertension with 1,2,4-angiotensin II antagonists
US4835157A (en) * 1988-03-15 1989-05-30 Ortho Pharmaceutical Corporation Thieno- and furopyrimidine-2,4-dione piperidine derivatives as serotonin antagonists and alpha adrenergic blocking agents
CA2016710A1 (en) * 1989-05-15 1990-11-15 Prasun K. Chakravarty Substituted benzimidazoles as angiotensin ii antagonists

Also Published As

Publication number Publication date
DE69120100T2 (en) 1996-11-14
ATE139233T1 (en) 1996-06-15
EP0443568B1 (en) 1996-06-12
DE69120100D1 (en) 1996-07-18
CA2036618C (en) 2002-10-29
EP0443568A1 (en) 1991-08-28

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Legal Events

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EEER Examination request
MKLA Lapsed